cyclo-L-Tyr-L-Tyr | 1445324-30-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: cyclo-L-Tyr-L-Tyr
• 英文别名: (3R,6R)-3,6-Bis(4-hydroxybenzyl)piperazine-2,5-dione；(3R,6R)-3,6-bis[(4-hydroxyphenyl)methyl]piperazine-2,5-dione
• CAS: 1445324-30-0
• 化学式: C₁₈H₁₈N₂O₄
• 分子量: 326.352
• InChiKey: NGPCLOGFGKJCBP-HZPDHXFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  98.7
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cyclo-L-Tyr-L-Tyr 在 lithium aluminium tetrahydride 、 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 作用下， 以 乙醚 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4,4′-(((2R,5R)-piperazine-2,5-diyl)bis(methylene))diphenol
  参考文献：
  名称：

  Herquline B 和 C 的全合成

  摘要：

  描述了 (-)-herquline B (2) 和迄今为止未识别的同源物 (+)-herquline C (3) 的全合成。合成分别需要 14 和 13 个步骤，并具有关键的恶唑啉还原，为哌嗪构建奠定了基础。

  DOI：

  10.1021/jacs.8b10212
• 作为产物：
  描述：

  Boc-D-酪氨酸 在 甲酸 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 cyclo-L-Tyr-L-Tyr
  参考文献：
  名称：

  Herquline B 和 C 的全合成

  摘要：

  描述了 (-)-herquline B (2) 和迄今为止未识别的同源物 (+)-herquline C (3) 的全合成。合成分别需要 14 和 13 个步骤，并具有关键的恶唑啉还原，为哌嗪构建奠定了基础。

  DOI：

  10.1021/jacs.8b10212

文献信息

• Substrate and Reaction Specificity of Mycobacterium tuberculosis Cytochrome P450 CYP121
  作者：Matthieu Fonvielle、Marie-Hélène Le Du、Olivier Lequin、Alain Lecoq、Mickaël Jacquet、Robert Thai、Steven Dubois、Guillaume Grach、Muriel Gondry、Pascal Belin

  DOI：10.1074/jbc.m112.443853

  日期：2013.6

  Cytochrome P450 CYP121 is essential for the viability of Mycobacterium tuberculosis. Studies in vitro show that it can use the cyclodipeptide cyclo(L-Tyr-L-Tyr) (cYY) as a substrate. We report an investigation of the substrate and reaction specificities of CYP121 involving analysis of the interaction between CYP121 and 14cYY analogues with various modifications of the side chains or the diketopiperazine (DKP) ring. Spectral titration experiments show that CYP121 significantly bound only cyclodipeptides with a conserved DKP ring carrying two aryl side chains in L-configuration. CYP121 did not efficiently or selectively transform any of the cYY analogues tested, indicating a high specificity for cYY. The molecular determinants of this specificity were inferred from both crystal structures of CYP121-analog complexes solved at high resolution and solution NMR spectroscopy of the analogues. Bound cYY or its analogues all displayed a similar set of contacts with CYP121 residues Asn(85), Phe(168), and Trp(182). The propensity of the cYY tyrosyl to point toward Arg(386) was dependent on the presence of the DKP ring that limits the conformational freedom of the ligand. The correct positioning of the hydroxyl of this tyrosyl was essential for conversion of cYY. Thus, the specificity of CYP121 results from both a restricted binding specificity and a fine-tuned P450 substrate relationship. These results document the catalytic mechanism of CYP121 and improve our understanding of its function in vivo. This work contributes to progress toward the design of inhibitors of this essential protein of M. tuberculosis that could be used for antituberculosis therapy.
• RESIN COMPOSITION AND RESIN MOLDED PRODUCT
  申请人：SATO Noritaka

  公开号：US20100081766A1

  公开（公告）日：2010-04-01

  A resin composition includes a polyester capable of forming a crystal structure, and a substance represented by the following general structural formula (1), the substance represented by the following general structural formula (1) has a dehydration-condensed structure of two molecules of natural product-derived α-amino acids or a substitution structure thereof, and the two molecules of α-amino acids are not simultaneously glycine. In the above general structural formula, R1, R2, R3, and R4 indicate groups or substituent groups thereof bonded to the α carbons of the α-amino acids.
• US8524830B2
  申请人：——

  公开号：US8524830B2

  公开（公告）日：2013-09-03